467423-20-7Relevant academic research and scientific papers
In pursuit of fluorinated sigma receptor ligand candidates related to [18F]-FPS
Jwad, Rasha S.,Pang, Alan H. C.,Hunter, Luke,Read, Roger W.
, p. 213 - 225 (2019/01/04)
This paper describes the synthesis of N-arylmethyl(1-benzyl) and N-aroyl(1-benzoyl) 4-(4-fluoromethylphenoxymethyl)piperidines as potential sigma receptor ligands analogous to the potent and highly selective sigma-1 ligand [18F]-FPS, but with enhanced or alternative binding and transport profiles. The synthesis involves N-aroylation of 4-hydroxmethylpiperidine or ethyl nipecotate, functional group manipulation of the ester group or simple activation of the hydroxyl group to introduce the phenoxy component, and subsequent functional group manipulation to reduce the amide group and introduce the fluorine into the fluoromethyl substituent. In its development, the synthesis was found to require early N-aroylation of the piperidine precursor to avoid complications due to anchimeric assistance by its nitrogen in subsequent displacement reactions. New evidence is presented on the pathway followed in a literature report of direct displacement of a benzylic hydroxyl group by fluoride ion under Appel-like conditions. Relevant to the literature report, the halide ion in the fluoromethylphenoxy 1-benzylpiperidine derivatives was surprisingly labile to hydrolytic displacement on chromatography and this aspect is worthy of further study. Moreover, the NMR spectra of the amides were complicated by geometric isomerism about the amide C(O)-N bond, but detailed analysis of spectra from 2-anisoyl derivatives allowed the assignment of diastereomeric contributors to consistent, secondary atropisomerism about the aryl-C(O) bond.
Design, synthesis and evaluation of novel feruloyl-donepezil hybrids as potential multitarget drugs for the treatment of Alzheimer's disease
Dias, Kris Simone T.,de Paula, Cynthia T.,dos Santos, Thiago,Souza, Isis N.O.,Boni, Marina S.,Guimar?es, Marcos J.R.,da Silva, Fernanda M.R.,Castro, Newton G.,Neves, Gilda A.,Veloso, Clarice C.,Coelho, Márcio M.,de Melo, Ivo Souza F.,Giusti, Fabiana C.V.,Giusti-Paiva, Alexandre,da Silva, Marcelo L.,Dardenne, Laurent E.,Guedes, Isabella A.,Pruccoli, Letizia,Morroni, Fabiana,Tarozzi, Andrea,Viegas, Claudio
, p. 440 - 457 (2017/03/11)
A novel series of feruloyl-donepezil hybrid compounds were designed, synthesized and evaluated as multitarget drug candidates for the treatment of Alzheimer's Disease (AD). In?vitro results revealed potent acetylcholinesterase (AChE) inhibitory activity f
METHOD OF IMPROVING STABILITY OF SWEET ENHANCER AND COMPOSITION CONTAINING STABILIZED SWEET ENHANCER
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Paragraph 0750, (2015/09/23)
The present invention includes methods of stabilizing one or more sweet enhancers when they are exposed to a light source as well as liquid compositions containing one or more sweet enhancers and one or more photostabilizers.
METHOD OF IMPROVING STABILITY OF SWEET ENHANCER AND COMPOSITION CONTAINING STABILIZED SWEET ENHANCER
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, (2012/03/08)
The present invention includes methods of stabilizing one or more sweet enhancers when they are exposed to a light source as well as liquid compositions containing one or more sweet enhancers and one or more photostabilizers.
SWEET FLAVOR MODIFIER
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, (2011/10/13)
The present invention includes compounds having structural formula (I), or pharmaceutically acceptable salts, solvate, and/or ester thereof. These compounds are useful as sweet flavor modifiers. The present invention also includes compositions comprising the present compounds and methods of enhancing the sweet taste of ingestible compositions. Furthermore, the present invention provides methods for preparing the compounds.
PIPERIDINYL PIPERAZINE DERIVATIVES USEFUL AS INHIBITORS OF CHEMOKINE RECEPTORS
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Page/Page column 39-40, (2008/06/13)
In its many embodiments, the present invention provides a novel class of compounds of structural formula IA or IB where R1-R8 are as disclosed herein Formula (IA) or (IB) as inhibitors of the CCR5 receptors, methods of preparing such
SUBSTITUTED PIPERAZINES AS CB1 ANTAGONISTS
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Page/Page column 176-177, (2010/11/08)
Compounds of Formula (I): Chemical formula should be inserted here as it appears on the abstract in paper form. or pharmaceutically acceptable salts, solvates, or esters thereof, are useful in treating diseases or conditions mediated by CB1 receptors, such as metabolic syndrome and obesity, neuroinflammatory disorders, cognitive disorders and psychosis, addiction (e.g., smoking cessation), gastrointestinal disorders, and cardiovascular conditions.
